HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 13912814, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 4-(bromomethyl)benzoate | HCID 256687 | — |
| Reactant | 2',4'-Dihydroxy-3'-propylacetophenone | HCID 2775198 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 13912814 | HCID 13912814 | 69% |
Reaction Steps
A solution of 1.0 g (5.15 mmoles) of 2,4-dihydroxy-3-propylacetophenone, see R. A. Appleton et al. in J. Med. Chem. 1977, 20, pages 371-379, and 1.77 g (7.7 mmoles) of methyl 4-bromomethylbenzoate in 20 ml of acetone was treated with 784 mg (5.66 mmoles) of K2CO3 and stirred at reflux for 15 hours. The reaction mixture was diluted with ether, washed with water and saturated aqueous NaHCO3 solution and dried with MgSO4. Evaporation of the solvent gave an oil which crystallized. This material was purified by chromatography on silica gel with 30% hexane/dichloromethane as eluent to provide 1.212 g (69% yield) of the title compound as a white powder mp 99.5°-100.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04499299 |
| Source dataset | uspto-grants-1985_02 |
| ORD ID | ord-eef6efd322024e6aac4f99792382138b |
| Source note | uspto-grants-1985_02 |